Asymmetric synthesis of (-)-swainsonine

Journal of Organic Chemistry

Volumn 74, Issue 10, 2009, Pages 3962-3965

  Tian, Yong Shou ^a   Joo, Jae Eun ^a   Kong, Bae Soo ^a   Pham, Van Thoai ^a   Lee, Kee Young ^b   Ham, Won Hun ^a  

^a Sungkyunkwan University   (South Korea)

^b Yongjin Fine Chemical Co Ltd   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

ALLYLATION REACTIONS; ASYMMETRIC SYNTHESIS; CHEMICAL EQUATIONS; DIASTEREOSELECTIVE; DIHYDROXYLATION; FORMATION REACTION; KEY FEATURE; OXAZOLINE; SWAINSONINE; SYNTHETIC METHODS;

CHEMICAL REACTIONS; PALLADIUM;

NITROGEN COMPOUNDS;

OXAZOLINE DERIVATIVE; PALLADIUM; SWAINSONINE; TITANIUM DERIVATIVE;

ALLYLATION; ARTICLE; ASYMMETRIC SYNTHESIS; CATALYSIS; CHIRALITY; DIASTEREOISOMER; DIHYDROXYLATION; QUANTUM YIELD; REACTION ANALYSIS; STEREOCHEMISTRY;

ANTINEOPLASTIC AGENTS, PHYTOGENIC; OXAZOLES; STEREOISOMERISM; SUBSTRATE SPECIFICITY; SWAINSONINE;

EID: 65949092546     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo802800d     Document Type: Article

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55. After the mesylation of 3, the reaction mixture was treated with NaH to afford a 85:15 mixture of 2 and 11 in 76% yield. 11 was reacted with NaOH to afford 2 in 99% yield. (Chemical Equation Presented)