A divergent method to key unit of tubulysin V through one-pot diastereoselective Mannich process of N,O-acetal with ketone

Add time:09/05/2019    Source:sciencedirect.com

An efficient diastereoselective approach to access (4R)-hydroxy-(2S)-substituted methyl ketones pyrroles skeleton 4a-s has been developed through Mannich process involving N,O-acetal 6 and ketones and propionaldehyde in excellent yield with high diastereoselectivity (dr up to 99:1). In addition, the utility of this convenient Mannich process is demonstrated by the diastereoselective synthesis of Tuv fragment (2) and its analogue (18) of tubulysin V (1e).

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