Novel Functionalized Trisubstituted Allylboronates via Hosomi-Miyaura Borylation of Functionalized Allyl Acetates

P. Veeraraghavan Ramachandran; Debarshi Pratihar; Debanjan Biswas; Amit Srivastava; M. Venkat Ram Reddy

doi:10.1021/ol035952z

Novel Functionalized Trisubstituted Allylboronates via Hosomi-Miyaura Borylation of Functionalized Allyl Acetates

P. Veeraraghavan Ramachandran
, Debarshi Pratihar
, Debanjan Biswas
, Amit Srivastava
, M. Venkat Ram Reddy

Chemistry & Biochemistry

Research output: Contribution to journal › Article › peer-review

96 Scopus citations

Abstract

(Equation presented) A series of novel functionalized achiral and chiral allylboronates have been synthesized via the nucleophilic addition of boronates on allyl acetates derived via vinylalumination or Baylis-Hillman reaction of aldehydes. These reagents, upon allylboration with aldehydes, furnish β-substituted-α-methylene-γ-butyrolactones stereoselectively.

Original language	English (US)
Pages (from-to)	481-484
Number of pages	4
Journal	Organic Letters
Volume	6
Issue number	4
DOIs	https://doi.org/10.1021/ol035952z
State	Published - Feb 19 2004

Publisher link

10.1021/ol035952z

Find It

Find It at U of M Libraries

Cite this

@article{1baa578176ad4e668e600a2e6f623eb8,

title = "Novel Functionalized Trisubstituted Allylboronates via Hosomi-Miyaura Borylation of Functionalized Allyl Acetates",

abstract = "(Equation presented) A series of novel functionalized achiral and chiral allylboronates have been synthesized via the nucleophilic addition of boronates on allyl acetates derived via vinylalumination or Baylis-Hillman reaction of aldehydes. These reagents, upon allylboration with aldehydes, furnish β-substituted-α-methylene-γ-butyrolactones stereoselectively.",

author = "Ramachandran, \{P. Veeraraghavan\} and Debarshi Pratihar and Debanjan Biswas and Amit Srivastava and Reddy, \{M. Venkat Ram\}",

year = "2004",

month = feb,

day = "19",

doi = "10.1021/ol035952z",

language = "English (US)",

volume = "6",

pages = "481--484",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "4",

}

TY - JOUR

T1 - Novel Functionalized Trisubstituted Allylboronates via Hosomi-Miyaura Borylation of Functionalized Allyl Acetates

AU - Ramachandran, P. Veeraraghavan

AU - Pratihar, Debarshi

AU - Biswas, Debanjan

AU - Srivastava, Amit

AU - Reddy, M. Venkat Ram

PY - 2004/2/19

Y1 - 2004/2/19

N2 - (Equation presented) A series of novel functionalized achiral and chiral allylboronates have been synthesized via the nucleophilic addition of boronates on allyl acetates derived via vinylalumination or Baylis-Hillman reaction of aldehydes. These reagents, upon allylboration with aldehydes, furnish β-substituted-α-methylene-γ-butyrolactones stereoselectively.

AB - (Equation presented) A series of novel functionalized achiral and chiral allylboronates have been synthesized via the nucleophilic addition of boronates on allyl acetates derived via vinylalumination or Baylis-Hillman reaction of aldehydes. These reagents, upon allylboration with aldehydes, furnish β-substituted-α-methylene-γ-butyrolactones stereoselectively.

UR - https://www.scopus.com/pages/publications/1342332938

UR - https://www.scopus.com/pages/publications/1342332938#tab=citedBy

U2 - 10.1021/ol035952z

DO - 10.1021/ol035952z

M3 - Article

C2 - 14961603

AN - SCOPUS:1342332938

SN - 1523-7060

VL - 6

SP - 481

EP - 484

JO - Organic Letters

JF - Organic Letters

IS - 4

ER -

Novel Functionalized Trisubstituted Allylboronates via Hosomi-Miyaura Borylation of Functionalized Allyl Acetates

Abstract

Publisher link

Find It

Other files and links

Fingerprint

Cite this