Total synthesis of the potent antitumor, bis-tetrahydrofuranyl annonaceous acetogenins (+)-asimicin and (+)-bullatacin

Thomas R. Hoye; Lushi Tan

doi:10.1016/0040-4039(95)00207-S

Total synthesis of the potent antitumor, bis-tetrahydrofuranyl annonaceous acetogenins (+)-asimicin and (+)-bullatacin

Thomas R. Hoye
, Lushi Tan

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

77 Scopus citations

Abstract

Convergent syntheses of the title compounds involve: a bis-THF-subunit preparation via Sharpless' double asymmetric dihydroxylation and subsequent asymmetric epoxidation; preparation of the C(4)-hydroxybutenolide-containing subunit using a Stille butenolide synthesis; Pd^o-mediated coupling of these vinyl iodide and alkyne subunits; and selective Wilkinson reduction of the resulting enyne.

Original language	English (US)
Pages (from-to)	1981-1984
Number of pages	4
Journal	Tetrahedron Letters
Volume	36
Issue number	12
DOIs	https://doi.org/10.1016/0040-4039(95)00207-S
State	Published - Mar 20 1995

Publisher link

10.1016/0040-4039(95)00207-S

Find It

Find It at U of M Libraries

Cite this

@article{3d66fcd562c24b2884ced1ffd6e5af5f,

title = "Total synthesis of the potent antitumor, bis-tetrahydrofuranyl annonaceous acetogenins (+)-asimicin and (+)-bullatacin",

abstract = "Convergent syntheses of the title compounds involve: a bis-THF-subunit preparation via Sharpless' double asymmetric dihydroxylation and subsequent asymmetric epoxidation; preparation of the C(4)-hydroxybutenolide-containing subunit using a Stille butenolide synthesis; Pdo-mediated coupling of these vinyl iodide and alkyne subunits; and selective Wilkinson reduction of the resulting enyne.",

author = "Hoye, \{Thomas R.\} and Lushi Tan",

year = "1995",

month = mar,

day = "20",

doi = "10.1016/0040-4039(95)00207-S",

language = "English (US)",

volume = "36",

pages = "1981--1984",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd",

number = "12",

}

TY - JOUR

T1 - Total synthesis of the potent antitumor, bis-tetrahydrofuranyl annonaceous acetogenins (+)-asimicin and (+)-bullatacin

AU - Hoye, Thomas R.

AU - Tan, Lushi

PY - 1995/3/20

Y1 - 1995/3/20

N2 - Convergent syntheses of the title compounds involve: a bis-THF-subunit preparation via Sharpless' double asymmetric dihydroxylation and subsequent asymmetric epoxidation; preparation of the C(4)-hydroxybutenolide-containing subunit using a Stille butenolide synthesis; Pdo-mediated coupling of these vinyl iodide and alkyne subunits; and selective Wilkinson reduction of the resulting enyne.

AB - Convergent syntheses of the title compounds involve: a bis-THF-subunit preparation via Sharpless' double asymmetric dihydroxylation and subsequent asymmetric epoxidation; preparation of the C(4)-hydroxybutenolide-containing subunit using a Stille butenolide synthesis; Pdo-mediated coupling of these vinyl iodide and alkyne subunits; and selective Wilkinson reduction of the resulting enyne.

UR - https://www.scopus.com/pages/publications/0028912767

UR - https://www.scopus.com/pages/publications/0028912767#tab=citedBy

U2 - 10.1016/0040-4039(95)00207-S

DO - 10.1016/0040-4039(95)00207-S

M3 - Article

AN - SCOPUS:0028912767

SN - 0040-4039

VL - 36

SP - 1981

EP - 1984

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 12

ER -

Total synthesis of the potent antitumor, bis-tetrahydrofuranyl annonaceous acetogenins (+)-asimicin and (+)-bullatacin

Abstract

Publisher link

Find It

Other files and links

Fingerprint

Cite this