Total synthesis of (−)-(6R,11R,14S)-colletallol via proline catalyzed α-aminoxylation and Yamaguchi macrolactonization

RSC Advances ◽  
2016 ◽  
Vol 6 (68) ◽  
pp. 63607-63612 ◽  
Author(s):  
Shruti Vandana Kauloorkar ◽  
Pradeep Kumar
Keyword(s):  
Total Synthesis ◽  
Efficient Synthesis ◽  
Yamaguchi Macrolactonization

A simple and efficient synthesis of 14-membered macrolide (−)-(6R,11R,14S)-colletallol was achieved in a highly diastereoselective manner using proline catalyzed alpha-aminoxylation and Yamaguchi protocol.

Toward the Total Synthesis of Phorboxazole B (II): An Efficient Synthesis of the C20?C46 Segment (I).

ChemInform ◽  
2005 ◽  
Vol 36 (12) ◽  
Author(s):  
De Run Li ◽  
Cai Yun Sun ◽  
Ce Su ◽  
Guo-Qiang Lin ◽  
Wei-Shan Zhou
Keyword(s):  
Total Synthesis ◽  
Efficient Synthesis ◽  
Phorboxazole B

Total synthesis of (+)-herboxidiene/GEX 1A

2017 ◽  
Vol 15 (8) ◽  
pp. 1842-1862 ◽  
Author(s):  
Alejandro Gómez-Palomino ◽  
Miquel Pellicena ◽  
Katrina Krämer ◽  
Pedro Romea ◽  
Fèlix Urpí ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Aldol Reactions ◽  
Efficient Synthesis

An efficient synthesis of herboxidiene is granted from highly stereoselective aldol reactions from two lactate-derived ketones and an oxa-Michael cyclization.

scholarly journals A Concise and Efficient Total Synthesis of α-Mangostin and β-Mangostin from Garcinia Mangostana

2013 ◽  
Vol 8 (8) ◽  
pp. 1934578X1300800
Author(s):  
Dandan Xu ◽  
Ying Nie ◽  
Xizhou Liang ◽  
Ling Ji ◽  
Songyuan Hu ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Wittig Reaction ◽  
Claisen Rearrangement ◽  
Practical Approach ◽  
Efficient Synthesis ◽  
Garcinia Mangostana ◽  
Diverse Groups

The concise, efficient synthesis of α-mangostin is described in eight simple steps with 8.3% overall yield. Highlights include a practical approach to construct the isopentene groups and other diverse groups at C–2 and C–8 of the xanthene skeleton through Claisen rearrangement and Wittig reaction. Meanwhile the first total synthesis of β-mangostin is presented with a similar approach.

scholarly journals Study on the total synthesis of velbanamine: Chemoselective dioxygenation of alkenes with PIFA via a stop-and-flow strategy

2013 ◽  
Vol 9 ◽  
pp. 983-990 ◽  
Author(s):  
Huili Liu ◽  
Kuan Zheng ◽  
Xiang Lu ◽  
Xiaoxia Wang ◽  
Ran Hong
Keyword(s):  
Total Synthesis ◽  
Synthetic Approach ◽  
Efficient Synthesis

A “stop-and-flow” strategy was developed for the chemoselective dioxygenation of alkenes with a PIFA-initiated cyclization. This method is conceived for the desymmetrization of seco-diene, and a series of substituted 5-hydroxymethyl-γ-lactones were constructed after hydrolysis. This strategy also differentiates terminally substituted alkenes and constitutes a potentially novel synthetic approach for the efficient synthesis toward velbanamine.

A versatile access to vicinal diamine motifs by highly anti-selective asymmetric vinylogous Mannich reactions: an efficient total synthesis of (+)-absouline

2016 ◽  
Vol 3 (6) ◽  
pp. 683-692 ◽  
Author(s):  
Jian-Liang Ye ◽  
Hang Chen ◽  
Yu-Feng Zhang ◽  
Pei-Qiang Huang
Keyword(s):  
Total Synthesis ◽  
Mannich Reaction ◽  
Efficient Synthesis ◽  
Mannich Reactions

An anti-stereoselective vinylogous Mannich reaction between 2-TBSO-pyrrole and N-tert-butanesulfinyl imines and its application to the efficient synthesis of (+)-absouline were reported.

scholarly journals The total synthesis of D-chalcose and its C-3 epimer

2013 ◽  
Vol 9 ◽  
pp. 2620-2624 ◽  
Author(s):  
Jun Sun ◽  
Song Fan ◽  
Zhan Wang ◽  
Guoning Zhang ◽  
Kai Bao ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Grignard Reaction ◽  
Efficient Synthesis ◽  
Camphorsulfonic Acid ◽  
Asymmetric Dihydroxylation ◽  
Key Steps ◽  
Stereogenic Center ◽  
Hydroxy Groups

We completed a new and efficient synthesis of D-chalcose (I) and the first synthesis of its C-3 epimer (I′) in nine steps with overall yields of 23% and 24%, respectively. The key steps in the sequence were the formation of the stereocenter on C3 via Grignard reaction, the introduction of the stereogenic center on C2 by Sharpless asymmetric dihydroxylation, the protection of the C1 and C2 hydroxy groups with tert-butyldimethylsilyl trifluoromethanesulfonate (TBSOTf), and the selective cleavage of the primary OTBS ether using catalytic DL-10-camphorsulfonic acid (CSA) in MeOH.

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