Heteroatom-Assisted Substitution of Acyclic Secondary Tosylates with Lithium Dialkylcuprates: An Expedient Route to Stereochemically Defined Deoxypropionate and Related Biosynthetic Subunits

DOI: 10.1021/jo00286a001

Source and publish data:

Journal of Organic Chemistry p. 5831 - 5833 (1989)

Update date:2022-08-05

Topics:

Authors:

Hanessian, S.

Thavonekham, B.

DeHoff, B.

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Article abstract of DOI:10.1021/jo00286a001

Secondary tosylates of a number of acyclic molecules can be easily displaced with diorganocuprates with complete inversion of configuration.The displacement reaction is greatly facilitated when a hetero atom (S or O) is proximal to the nucleofugal group a

Full text of DOI:10.1021/jo00286a001

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