Simple, One‐Pot Procedure for the Generation of Homoallylic Alcohols from Barbier‐Type Allylation of Gem‐diacetates in the Presence of β‐Cyclodextrin in Water

Abstract

A novel and highly efficient allylation of gem‐diacetates using allylbromide has been developed in aqueous medium catalyzed by β‐cyclodextrin in the presence of Zn‐mediated Barbier‐type allylation to afford the corresponding homoallylic alcohols in good yields. The β‐cyclodextrin can be recovered and reused for a number of runs without significant loss of activity.

Keywords:

• allylbromide
• β‐cyclodextrin
• gem‐diacetates
• homoallylic alcohols
• water

Acknowledgment

We thank CSIR, New Delhi, India, for fellowships to M. S. R. and M. N.

Notes

Communication no. 061015.