Copper-catalyzed enantioselective synthesis of bridged bicyclic ketals from 1,1-disubstituted-4-methylene-1,6-hexanediols and related alkenols

Ameya S. Burde; Shuklendu D. Karyakarte; Eric D. Sylvester; Sherry R. Chemler

doi:10.1039/d0cc06404a

Copper-catalyzed enantioselective synthesis of bridged bicyclic ketals from 1,1-disubstituted-4-methylene-1,6-hexanediols and related alkenols

Ameya S. Burde
, Shuklendu D. Karyakarte
, Eric D. Sylvester
, Sherry R. Chemler

Chemistry

SUNY Buffalo
Southern Research Institute Birmingham

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

5 Scopus citations

Abstract

Bridged bicyclic ketals display a range of bioactivities. Their catalytic enantioselective synthesis from acyclic 1,1-disubstituted alkene diols is disclosed. This reaction combines asymmetric catalysis with a distal radical migration. Alkynes and arenes undergo the group transfer.

Original language	English
Pages (from-to)	105-108
Number of pages	4
Journal	Chemical Communications
Volume	57
Issue number	1
DOIs	https://doi.org/10.1039/d0cc06404a
State	Published - Jan 4 2021

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10.1039/d0cc06404a

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title = "Copper-catalyzed enantioselective synthesis of bridged bicyclic ketals from 1,1-disubstituted-4-methylene-1,6-hexanediols and related alkenols",

abstract = "Bridged bicyclic ketals display a range of bioactivities. Their catalytic enantioselective synthesis from acyclic 1,1-disubstituted alkene diols is disclosed. This reaction combines asymmetric catalysis with a distal radical migration. Alkynes and arenes undergo the group transfer.",

author = "Burde, \{Ameya S.\} and Karyakarte, \{Shuklendu D.\} and Sylvester, \{Eric D.\} and Chemler, \{Sherry R.\}",

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doi = "10.1039/d0cc06404a",

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T1 - Copper-catalyzed enantioselective synthesis of bridged bicyclic ketals from 1,1-disubstituted-4-methylene-1,6-hexanediols and related alkenols

AU - Burde, Ameya S.

AU - Karyakarte, Shuklendu D.

AU - Sylvester, Eric D.

AU - Chemler, Sherry R.

PY - 2021/1/4

Y1 - 2021/1/4

N2 - Bridged bicyclic ketals display a range of bioactivities. Their catalytic enantioselective synthesis from acyclic 1,1-disubstituted alkene diols is disclosed. This reaction combines asymmetric catalysis with a distal radical migration. Alkynes and arenes undergo the group transfer.

AB - Bridged bicyclic ketals display a range of bioactivities. Their catalytic enantioselective synthesis from acyclic 1,1-disubstituted alkene diols is disclosed. This reaction combines asymmetric catalysis with a distal radical migration. Alkynes and arenes undergo the group transfer.

UR - https://www.scopus.com/pages/publications/85099166487

U2 - 10.1039/d0cc06404a

DO - 10.1039/d0cc06404a

M3 - Article

C2 - 33326512

AN - SCOPUS:85099166487

SN - 1359-7345

VL - 57

SP - 105

EP - 108

JO - Chemical Communications

JF - Chemical Communications

IS - 1

ER -

Copper-catalyzed enantioselective synthesis of bridged bicyclic ketals from 1,1-disubstituted-4-methylene-1,6-hexanediols and related alkenols

Abstract

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