1323310-59-3Relevant academic research and scientific papers
Synthetic study on dolastatin 16: Concise and scalable synthesis of two unusual amino acid units
Umezawa, Taiki,Sato, Akinori,Ameda, Yasuto,Casalme, Loida O.,Matsuda, Fuyuhiko
supporting information, p. 168 - 171 (2015/02/02)
A convenient and scalable synthesis of two unusual amino acid units found in dolastatin 16, dolaphenvaline, and dolamethylleuine, is described. Dolastatin 16, which was first isolated from the sea hare Dolabella auricularia by Pettit, exhibits not only strong inhibition of growth for a variety of human cancer cell lines but also potent antifouling activity against the larvae of the barnacle Balanus amphitrite. The key element of the synthesis is an organocatalytic Mannich reaction to construct two contiguous stereocenters in the amino acid units with almost complete enantio- and diastereoselectivity.
PROCESS FOR PRODUCING OPTICALLY ACTIVE BETA-AMINO ALDEHYDE COMPOUND
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Paragraph 0159, (2013/08/28)
The invention relates to a method of producing optically active β-aminoaldehyde compound (3) by reacting imine compound (1-1) or sulfone compound (1-2) with aldehyde compound (2) in the presence of an optically active pyrrolidine compound. wherein each sy
Asymmetric Mannich reaction of imines derived from aliphatic and aromatic aldehydes catalyzed by diarylprolinol silyl ether
Urushima, Tatsuya,Ishikawa, Hayato,Hayashi, Yujiro
, p. 8273 - 8276 (2011/09/12)
Anti Mannich, try this! A direct asymmetric Mannich reaction catalyzed by a diarylprolinol silyl ether was developed to afford the anti-Mannich product with excellent enantioselectivity. Imines derived from both aliphatic and aromatic aldehydes were successfully used to obtain the synthetically important β-amino aldehydes (see scheme; Ts=tosyl). The reaction can also be performed in the presence of water. Copyright
