2021
DOI: 10.1055/s-0040-1719840
|View full text |Cite
|
Sign up to set email alerts
|

Group-Selective Approaches to Complex Natural Product Synthesis: Three Examples of Diastereotopos-Selective Reactions

Abstract: This Account showcases three diastereotopos-selective reactions exploited in our complex natural syntheses.1 Introduction2 Malyngolide: Hydroalumination of Bisalkynyl tert-Alcohols3 Cavicularin: Acetal Cleavage4 Carthamin: Bromoacetoxylation5 Conclusions

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
1

Citation Types

0
2
0

Year Published

2022
2022
2024
2024

Publication Types

Select...
5

Relationship

0
5

Authors

Journals

citations
Cited by 5 publications
(2 citation statements)
references
References 80 publications
(10 reference statements)
0
2
0
Order By: Relevance
“…The bond rotation of the aromatic ring around the macrocycle plane is prevented when cyclophanes contain a bulky aromatic ring substituent and a short bridge, thus resulting in planar chirality . The planar-chiral cyclophane moieties are prevalent in naturally occurring molecules with distinguished biological activities . The unusual 3D structure and unique conformational strain properties of cyclophanes have allowed chemists to design unique structures for challenging targets that are difficult to modulate by conventional small-molecule screening libraries .…”
Section: Introductionmentioning
confidence: 99%
“…The bond rotation of the aromatic ring around the macrocycle plane is prevented when cyclophanes contain a bulky aromatic ring substituent and a short bridge, thus resulting in planar chirality . The planar-chiral cyclophane moieties are prevalent in naturally occurring molecules with distinguished biological activities . The unusual 3D structure and unique conformational strain properties of cyclophanes have allowed chemists to design unique structures for challenging targets that are difficult to modulate by conventional small-molecule screening libraries .…”
Section: Introductionmentioning
confidence: 99%
“…8 In this communication, we report the syntheses of spirocyclic 3,5-difluorocyclohexa-2,5-dienone derivatives such as 3 as model com-pounds for controlling the spiro centers and for investigating the group selectivity of reactions with various nucleophiles or cyclopenta-1,3-diene. 9 The synthesis of the spirocyclic 3,5-difluorocyclohexa-2,5-dien-1-one 3 is shown in Scheme 1. First, an aryllithium derivative, prepared from the iodo compound 5 10 through lithium-halogen exchange, was treated with the difluorobenzaldehyde 4 11 to give adduct 6 in 96% yield.…”
mentioning
confidence: 99%