Stereodivergent Strategy in Structural Determination: Asymmetric Total Synthesis of Garcinol, Cambogin, and Related Analogues

doi:10.1021/acs.orglett.1c01139

KIB OpenIR

	Stereodivergent Strategy in Structural Determination: Asymmetric Total Synthesis of Garcinol, Cambogin, and Related Analogues
	Wang,Xueying ; Phang,Yeelin ; Feng,Jiling ; Liu,Song ; Zhang,Hong ; Fu,Wenwei ; Zhou,Hua ; Xu,Gang; Xu,Hongxi ; Zheng,Changwu
	2021
Source Publication	ORGANIC LETTERS
ISSN	1523-7060
Volume	23 Issue:11 Pages:4203-4208
Abstract	The asymmetric total synthesis of five biologically significant polycyclic polyprenylated acylphloroglucinols (PPAPs), including garcinol and cambogin, was achieved through a highly diastereoselective and stereodivergent strategy. Along the way, an efficient cascade Dieckmann cyclization was employed to construct the bicyclo[3.3.1]nonane core in one step. The synthesis provided a general approach toward the chiral endo-type B PPAPs and their C-30 diastereomers in a single sequence, which resolved the challenges of the absolute configuration determination/structural revision of PPAPs bearing exocyclic stereocenters.
Keyword	POLYCYCLIC POLYPRENYLATED ACYLPHLOROGLUCINOLS PRENYLATED BENZOYLPHLOROGLUCINOLS ABSOLUTE-CONFIGURATION GUTTIFERONE F BENZOPHENONE DERIVATIVES ASSIGNMENT MULTIFLORA
DOI	10.1021/acs.orglett.1c01139
WOS ID	WOS:000661126700023
Citation statistics
Document Type	期刊论文
Identifier	http://ir.kib.ac.cn/handle/151853/73008
Collection	中国科学院昆明植物研究所
Affiliation	1.Shanghai Univ Tradit Chinese Med, Sch Pharm, Shanghai 201203, Peoples R China 2.Shanghai Univ Tradit Chinese Med, Shuguang Hosp, Shanghai 201203, Peoples R China 3.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China 4.Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Synthet Chem Nat Subst, Shanghai 200032, Peoples R China
Recommended Citation GB/T 7714	Wang,Xueying,Phang,Yeelin,Feng,Jiling,et al. Stereodivergent Strategy in Structural Determination: Asymmetric Total Synthesis of Garcinol, Cambogin, and Related Analogues[J]. ORGANIC LETTERS,2021,23(11):4203-4208.
APA	Wang,Xueying.,Phang,Yeelin.,Feng,Jiling.,Liu,Song.,Zhang,Hong.,...&Zheng,Changwu.(2021).Stereodivergent Strategy in Structural Determination: Asymmetric Total Synthesis of Garcinol, Cambogin, and Related Analogues.ORGANIC LETTERS,23(11),4203-4208.
MLA	Wang,Xueying,et al."Stereodivergent Strategy in Structural Determination: Asymmetric Total Synthesis of Garcinol, Cambogin, and Related Analogues".ORGANIC LETTERS 23.11(2021):4203-4208.

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