Novel synthons from mucochloric acid: the first use of alpha,beta-dichloro-gamma-butenolides and gamma-butyrolactams for direct vinylogous aldol addition |
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| Authors: | Das Sarma Koushik Zhang Ji Curran Timothy T |
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| Institution: | Research API, Pfizer Global Research & Development, Ann Arbor Laboratories, Pfizer, Inc., 2800 Plymouth Road, Ann Arbor, Michigan 48105, USA. |
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| Abstract: | Novel 5-(1'-hydroxy)-gamma-butyrolactone and gamma-butyrolactam subunits were synthesized by direct vinylogous aldol addition of alpha,beta-dichloro gamma-butyrolactones and gamma-butyrolactams with aldehydes under basic conditions. Different bases and solvents were screened in the context of generating gamma-butyrolactones. Diastereoselectivity was observed and gamma-butenolides and gamma-butyrolactams showed opposite diastereoselectivity under the same reaction condition. |
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