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uble stereodifferentiation in aldol reactions of pyroglutamic urethane esters

机译:焦谷氨酸氨基甲酸酯的醛醇缩合反应中的立体立体分化

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摘要

Aldol condensation of the (2S)-pyroglutamate urethane ester 4 with (R)-glyceraldehyde acetonide 8 and withn(S)-Garner aldehyde 14 gives excellent stereoselectivity at both of the chiral centres created in each of the reactions.nThe reactants therefore seem to be matched pairs, as the corresponding reactions with (S)-glyceraldehyde acetoniden10 and (R)-Garner aldehyde 16 are less stereoselective. Stereoselectivity was not so impressive in the aldolncondensation between the bromide 20 and the aldehyde 8.
机译:(2S)-焦谷氨酸氨基甲酸酯4与(R)-甘油醛丙酮化物8和n(S)-加纳醛14的醛醇缩合在每个反应中产生的两个手性中心均具有出色的立体选择性。配对,因为与(S)-甘油醛乙腈10和(R)-加纳醛16的相应反应的立体选择性较低。在溴化物20和醛8之间的醛醇缩合中,立体选择性不是那么令人印象深刻。

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