Chiral acetals in organic synthesis: Regioselective synthesis of 2-and 3-hydroxy acetals from 2,3-olefinic acetals. Reinvestigation and further applications

Yashwant D. Vankar; M. Venkatram Reddy; Narayan C. Chaudhuri

doi:10.1016/S0040-4020(01)85714-8

Chiral acetals in organic synthesis: Regioselective synthesis of 2-and 3-hydroxy acetals from 2,3-olefinic acetals. Reinvestigation and further applications

Yashwant D. Vankar
, M. Venkatram Reddy
, Narayan C. Chaudhuri

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

8 Scopus citations

Abstract

Achiral as well as chiral 2,3-olefinic acetals are converted into 2- and 3- hydroxy acetals via LAH reduction of the corresponding epoxides and via bromohydrins followed by TBTH reductions respectively. Synthesis of 1,3-diones is described. Compounds from chiral systems are further utilized for asymmetric synthesis.

Original language	English (US)
Pages (from-to)	11057-11078
Number of pages	22
Journal	Tetrahedron
Volume	50
Issue number	37
DOIs	https://doi.org/10.1016/S0040-4020(01)85714-8
State	Published - 1994
Externally published	Yes

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Copyright 2014 Elsevier B.V., All rights reserved.

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title = "Chiral acetals in organic synthesis: Regioselective synthesis of 2-and 3-hydroxy acetals from 2,3-olefinic acetals. Reinvestigation and further applications",

abstract = "Achiral as well as chiral 2,3-olefinic acetals are converted into 2- and 3- hydroxy acetals via LAH reduction of the corresponding epoxides and via bromohydrins followed by TBTH reductions respectively. Synthesis of 1,3-diones is described. Compounds from chiral systems are further utilized for asymmetric synthesis.",

author = "Vankar, \{Yashwant D.\} and Reddy, \{M. Venkatram\} and Chaudhuri, \{Narayan C.\}",

year = "1994",

doi = "10.1016/S0040-4020(01)85714-8",

language = "English (US)",

volume = "50",

pages = "11057--11078",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Ltd",

number = "37",

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T1 - Chiral acetals in organic synthesis

T2 - Regioselective synthesis of 2-and 3-hydroxy acetals from 2,3-olefinic acetals. Reinvestigation and further applications

AU - Vankar, Yashwant D.

AU - Reddy, M. Venkatram

AU - Chaudhuri, Narayan C.

PY - 1994

Y1 - 1994

N2 - Achiral as well as chiral 2,3-olefinic acetals are converted into 2- and 3- hydroxy acetals via LAH reduction of the corresponding epoxides and via bromohydrins followed by TBTH reductions respectively. Synthesis of 1,3-diones is described. Compounds from chiral systems are further utilized for asymmetric synthesis.

AB - Achiral as well as chiral 2,3-olefinic acetals are converted into 2- and 3- hydroxy acetals via LAH reduction of the corresponding epoxides and via bromohydrins followed by TBTH reductions respectively. Synthesis of 1,3-diones is described. Compounds from chiral systems are further utilized for asymmetric synthesis.

UR - https://www.scopus.com/pages/publications/0028124369

UR - https://www.scopus.com/pages/publications/0028124369#tab=citedBy

U2 - 10.1016/S0040-4020(01)85714-8

DO - 10.1016/S0040-4020(01)85714-8

M3 - Article

AN - SCOPUS:0028124369

SN - 0040-4020

VL - 50

SP - 11057

EP - 11078

JO - Tetrahedron

JF - Tetrahedron

IS - 37

ER -

Chiral acetals in organic synthesis: Regioselective synthesis of 2-and 3-hydroxy acetals from 2,3-olefinic acetals. Reinvestigation and further applications

Abstract

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