115667-88-4Relevant articles and documents
ORGANOCUPRATE CHEMISTRY OF VICINAL EPOXYMESYLATES
Kurth, Mark J.,Abreo, Melwyn A.
, p. 5631 - 5634 (1987)
Vicinal epoxymesylates are shown to react regiospecifically with higher order organocuprates in a stepwise manner allowing for the isolation of either mono- or bis-adducts.
Vicinal epoxymesylates: Substrates for iterative organocuprate chemistry
Kurth, Mark J.,Abreo, Melwyn A.
, p. 5085 - 5092 (1990)
Reacting vicinal epoxymesylates of general structure i with higher order and mixed higher order organocuprate reagents is shown to be very selective for attack at the least hindered epoxide center. The iterative application of this reaction - a sequence which consists of cuprate opening of epoxide i, reformation of an epoxide (I→ii), and subsequent cuprate opening of this intermediate epoxide (ii→iii) - provides ready access to acyclic carbon frameworks with up to three contiguous stereogenic centers.