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Resolution of terminal 1,2-diols via silyl transfer.

ABSTRACT: Through kinetic analysis and optimization, we report an improved resolution of terminal 1,2-diols via asymmetric silyl transfer. Because the reaction is a regiodivergent resolution, the monoprotected product could be isolated in excess of 95:5 er and 40% yield. The described method offers a means of chemically differentiating a terminal 1,2-diol with concomitant resolution of the enantiomers.

SUBMITTER: Sun X

PROVIDER: S-EPMC3929492 | biostudies-literature | 2013 Oct

REPOSITORIES: biostudies-literature

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Resolution of terminal 1,2-diols via silyl transfer.

Sun Xixi X Worthy Amanda D AD Tan Kian L KL

The Journal of organic chemistry 20131002 20

Through kinetic analysis and optimization, we report an improved resolution of terminal 1,2-diols via asymmetric silyl transfer. Because the reaction is a regiodivergent resolution, the monoprotected product could be isolated in excess of 95:5 er and 40% yield. The described method offers a means of chemically differentiating a terminal 1,2-diol with concomitant resolution of the enantiomers. ...[more]

PMID: 24087949

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