| Full text | |
| Author(s): |
Toneto Novaes, Luiz Fernando
[1]
;
Drekener, Roberta Lopes
[1]
;
Avila, Carolina Martins
[1]
;
Pilli, Ronaldo Aloise
[1]
Total Authors: 4
|
| Affiliation: | [1] Univ Estadual Campinas, Dept Organ Chem, Inst Chem, Campinas, SP - Brazil
Total Affiliations: 1
|
| Document type: | Journal article |
| Source: | Tetrahedron; v. 70, n. 37, p. 6467-6473, SEP 16 2014. |
| Web of Science Citations: | 18 |
| Abstract | |
The first total synthesis and structural elucidation of cryptomoscatone D1, and a novel synthetic approach for cryptomoscatone D2 were achieved in 30% and 29% overall yield, respectively. The synthesis relied on the use of a key Mukaiyama aldol reaction followed by a diastereoselective carbonyl reduction that allowed the preparation of four cryptomoscatone isomers in a stereochemically divergent manner. Comparison of NMR data and CD curves of the synthetic stereoisomers and natural products confirmed the stereochemical nature of cryptomoscatone D2, and led to establishing the absolute configuration of cryptomoscatone D1. (C) 2014 Elsevier Ltd. All rights reserved. (AU) | |
| FAPESP's process: | 09/51602-5 - Chemical biology: new natural and synthetic molecular targets against cancer, structural studies, biological evaluation and mode of action |
| Grantee: | Ronaldo Aloise Pilli |
| Support Opportunities: | Research Projects - Thematic Grants |